title: Total synthesis of taxane terpenes: cyclase phase.
abstract: A full account of synthetic efforts toward a lowly oxidized taxane framework is presented. A non-natural taxane, dubbed "taxadienone", was synthesized as our first entry into the taxane family of diterpenes. The final synthetic sequence illustrates a seven-step, gram-scale and enantioselective route to this tricyclic compound in 18% overall yield. This product was then modified further to give (+)-taxadiene, the lowest oxidized member of the taxane family of natural products.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Yoshihiro
authors.initials: Y
authors.lastname: Ishihara
authors.forename: Abraham
authors.initials: A
authors.lastname: Mendoza
authors.forename: Phil S
authors.initials: PS
authors.lastname: Baran
keywords: Cyclase phase; Taxadiene; Taxane; Terpene; Total synthesis